Amrubicin

ID: ALA5308495

Chembl Id: CHEMBL5308495

Max Phase: Preclinical

Molecular Formula: C25H25NO9

Molecular Weight: 483.47

Names and Identifiers

Canonical SMILES:  CC(=O)C1(N)Cc2c(O)c3c(c(O)c2[C@@H](O[C@H]2C[C@H](O)[C@H](O)CO2)C1)C(=O)c1ccccc1C3=O

Standard InChI:  InChI=1S/C25H25NO9/c1-10(27)25(26)7-13-18(16(8-25)35-17-6-14(28)15(29)9-34-17)24(33)20-19(23(13)32)21(30)11-4-2-3-5-12(11)22(20)31/h2-5,14-17,28-29,32-33H,6-9,26H2,1H3/t14-,15+,16-,17-,25?/m0/s1

Standard InChI Key:  VJZITPJGSQKZMX-WYRZXMSYSA-N

Alternative Forms

1. Parent:

   

   ALA5308495

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 483.47

Molecular Weight (Monoisotopic): 483.1529

AlogP: 0.63

#Rotatable Bonds: 3

Polar Surface Area: 176.61

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.10

CX Basic pKa: 7.02

CX LogP: 1.74

CX LogD: 1.81

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.33

Np Likeness Score: 1.51

References

1. Bernhard Ellinger, Justus Dick, Vanessa Lage-Rupprecht, Bruce Schultz, Andrea Zaliani, Marcin Namysl, Stephan Gebel, Ole Pless, Jeanette Reinshagen, Christian Ebeling, Alexander Esser, Marc Jacobs, Carsten Claussen, and Martin Hofmann-Apitius.  (2021)  HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators,  [10.6019/CHEMBL4808148]

Source

Source(1):

• Fraunhofer HDAC6